US3910289A - Permanent wave composition for hair and process of using it - Google Patents

Permanent wave composition for hair and process of using it Download PDF

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Publication number
US3910289A
US3910289A US339941A US33994173A US3910289A US 3910289 A US3910289 A US 3910289A US 339941 A US339941 A US 339941A US 33994173 A US33994173 A US 33994173A US 3910289 A US3910289 A US 3910289A
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US
United States
Prior art keywords
hair
composition
salt
shaping
setting
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US339941A
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English (en)
Inventor
Theodor Wajaroff
Eugen Konrad
Erwin Bettinger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Deutschland GmbH
Original Assignee
Wella GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wella GmbH filed Critical Wella GmbH
Application granted granted Critical
Publication of US3910289A publication Critical patent/US3910289A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/04Preparations for permanent waving or straightening the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365Hydroxycarboxylic acids; Ketocarboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • A61K8/676Ascorbic acid, i.e. vitamin C

Definitions

  • ABSTRACT Hair shapingfcomposition comprising a mereapto salt of a carboxylic acid together with a salt of ascorbic or glyoxylic acid; The permanency of the shaping and elasticity of the hair are improved.
  • This invention relates to a permanent wave composition and more generally to a'hair-shaping composition for human hair and a process of using it.
  • the shaping of human hair ordinarily is carried out by applying a reducing agent to the hair. This results in an opening up of the bridge connection between the peptide chains in thekeratin of the hair due to reductive action and thus causes a softening of'the hair. If a permanent wave is wanted the hair is then brought into the new shape by means of rollers. If a permanent straightening of curly hair is desired the shaping is effected by combing the softened hair. After the agent has acted on the hair for a sufficient time, for instance between and 20 minutes, the excess shaping agent is usually rinsed off with water and the hair is then treated with a suitable oxidizing setting agent. This after-treatment causes, within the necessary period of time, such as 10 to minutes, an oxidative recrosslinking of the broken bridge connections. The hair thus is permanently set in the new shape.
  • Suitable reducing agent used in these processes are principally salts, preferably ammonium salt, of mercapto carboxylic acids preferably of'thioglycolic acid and thiolactic acid.
  • the subsequent setting of the hair' is preferably effected with hydrogen peroxide or its addition compounds as oxidizing agent. It is thus possible to obtain permanent waving or permanent straightening of the hair which usually lasts for a few months.
  • these processes havevarious shortcomings because of too little shaping which also starts partly disappearing soon and because of lack of elasticity of the hair.
  • the present invention resides in the finding that these shortcomings can be avoided by adding to the shaping composition which, as customary consists of a salt of a mercapto carboxylic acid, additionally a salt of ascorbic or glyoxylic acid.
  • the shaping composition is applied to the hair and permitted to become effective whereupon thereafter a setting composition containing hydrogen peroxide or an addition compound thereof is applied.
  • the setting agent may be applied to the hair after application of the shaping composition without intermediate rinsing.
  • the purpose of the treatment is to obtain a permanent wave for the hair it is preferable to pre-wet the hair with a portion, such as about one-half to two-thirds of the shaping composition and then to roll up the hair on the permanent wave rollers.
  • the rolled up hair is then further wetted with the remainder of the shaping composition and may be shielded by means of a hoodshaped plastic cover.
  • the rolled up hair is then treated with a portion, such as about one half of the setting composition which is permitted to act on the hair for about 2 to 3 minutes.
  • the hair is then unrolled from the rollers and thereafter the remainder of the setting agent is applied which is again permitted to act on the hair for another 1 to 3 minutes.
  • the hair is finally rinsed with water which step may be followed by the usual final treatment for obtaining the desired hair style.
  • the shaping agent in a thickened form is applied to the hair and is permitted to act on it forabout 10 to 20 minutes while the hair is repeatedly combed.
  • the hair is subsequently treated for about 3 to 7 minutes with a setting agent which likewise is used in thickened condition. This is followed by rinsing of the hair with water. Thereafter the usual final treatment may be carried out for obtaining the desired hair style.
  • Both of the desired processes are paricularly suitable embodiments for obtaining a permanent shaping of the hair.
  • the invention is not limited thereto.
  • a somewhat longer or shorter treatment time may be advantageous.
  • a shortening of the time for shaping the hair may also be effected by additionalextemal application of heat such as by a drying hood while the shaping agent acts on the hair.
  • the process of the invention can also be carried out in other known manners but an intermediate rinsing between the shaping step and setting step should be omitted.
  • an intermediate rinsing between the shaping step and setting step should be omitted.
  • the pro-wetting of the unrolled hair with the shaping composition can be omitted.
  • the washed and towel dry hair in this case is treated with the shaping composition only after rolling up the hair on the rollers.
  • the oxidizing substance contained in the setting agent is present in an amount to have always present an excess relative to the reducing agents in the shaping composition.
  • the salts of the ascorbic and/or glyoxylic acid are preferably employed in a total concentration of about 2 to 4%.
  • the salts may be the water soluble ammonium-, alkali-, or earth alkali salts and preferably are selected from the group consisting of ammonium, lithium, sodium, potassium and magnesium salts. It should be understood however that these salts neither by themselves have a hair shaping effect nor do they have a activating effect on the effective agents present in the mercapto carboxylic acid salts.
  • the remaining parts of the shaping agent may be as conventional. They may contain the water soluble salts of mercapto carboxylic acids, such as the ammonium or alkali salts, for instance sodium or potassium salts of thioglycolic or thiolactic acid in a concentration of about 0.2 to 1.2 mol per liter.
  • the composition should be used in an alkaline condition preferably at a pH between 7 and 9.6.
  • the shaping composition is preferably used in the form of a solution or liquid emulsion.
  • the hair thickened compositions in the form of creams or gels are preferred.
  • the setting agent used in combination with the shaping agent of the invention is based, as conventional on hydrogen peroxide or its addition compounds.
  • addition compounds may for instance be mentioned urea peroxide, melamine peroxide and sodium perborate.
  • the solutions preferably are neutral or acidic aqueous solutions containing about 2 to 4% hydrogen peroxide.
  • the usual additives such as wetting agents, perfuming oils, dyes, dulling agents, thickeners, fats, waxes and similar.
  • A. Permanent wave solution 10.0 g ammoniumthioglycolate 3.7 g ammonium salt of glyoxylic acid l.0 g ammonia (as NH 0.3 g perfuming oil 0.3 g castor oil 40 mol of ethylene oxide Balance water The solution has a pH of 9.2 and 21 contents of thioglycolic acid of 6.6%.
  • the hair was per-wetted with 50 g of the above-listed permanent wave solution and was then rolled up on permanent wave rollers. The hair in rolled up condition was then premeated with the balance (50 g) of the permanent wave solution. In an alternative embodiment it was shielded with a hood-shaped plastic cover.
  • the rollers were removed and the hair was treated with the remainder (50 g) of the setting lotion. The latter was left on the hair for another I to 3 minutes. The hair was then rinsed with water and finally treated in customary manner to obtain the desired style.
  • ammoniumthiolactate ammoniumcarbonate ammoniumhydrogencarbonate ascorbic acid previously neutralized with ammonia
  • 0.6 g ammonium salt of glyoxylic acid 0.5 g octylphenol 20 mol ethylene oxide perfuming oil 0.3 g Balance water
  • magnesium salt of glyoxylic acid was used instead of the 0.6 g of ammonium salt of the same acid.
  • the hair was repeatedly combed.
  • the straightening effect occurred after a time of about minutes.
  • the setting cream was then applied and spread with a comb. After a period of about 5 minutes the straightened hair was rinsed with water and then treated in conventional form to obtain the desired hair style.
  • a hair shaping composition comprising a salt of a mercapto carboxylic acid together with a salt of ascorbic or glyoxylic acid.
  • the hair shaping composition of claim 1 wherein the salt of the mercapto carboxylic acid is a water soluble salt of thioglycolic acid or thiolactic acid.
  • the hair shaping composition of claim 1 wherein said salt is an ammonium, alkali metal or alkaline earth metal salt of ascorbic or glyoxylic acid.
  • composition of claim 1 wherein the salt of ascorbic or glyoxylic acid is a water soluble ammonium, alkalai or earth alkali salt.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
US339941A 1972-03-21 1973-03-09 Permanent wave composition for hair and process of using it Expired - Lifetime US3910289A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2213671A DE2213671A1 (de) 1972-03-21 1972-03-21 Verfahren und mittel zur dauerverformung von haaren.

Publications (1)

Publication Number Publication Date
US3910289A true US3910289A (en) 1975-10-07

Family

ID=5839634

Family Applications (1)

Application Number Title Priority Date Filing Date
US339941A Expired - Lifetime US3910289A (en) 1972-03-21 1973-03-09 Permanent wave composition for hair and process of using it

Country Status (5)

Country Link
US (1) US3910289A (en:Method)
DE (1) DE2213671A1 (en:Method)
FR (1) FR2176697B3 (en:Method)
GB (2) GB1416565A (en:Method)
NL (1) NL7303852A (en:Method)

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4301820A (en) * 1980-02-04 1981-11-24 Redken Laboratories, Inc. Permanent waving compositions containing fatty acid lactylates and glycolates and their method of use
US4982750A (en) * 1988-06-01 1991-01-08 Miriam Collins-Palm Beach Laboratories, Co. Method of recurling tightly curled hair
US4982749A (en) * 1988-06-01 1991-01-08 Miriam Collins-Palm Beach Laboratories Co. Method of recurling tightly curled hair
US5254336A (en) * 1992-09-24 1993-10-19 Helene Curtis, Inc. Method of increasing hair shine and repairing alkaline-damaged hair
WO1998009606A1 (de) * 1996-09-02 1998-03-12 Henkel Kommanditgesellschaft Auf Aktien Verfahren und mittel zur dauerhaften verformung von keratinfasern
WO1999008650A3 (en) * 1997-08-20 1999-05-14 Oreal Use of ascorbic acid in permanent waving and hair coloring compositions
US20030098034A1 (en) * 2001-11-02 2003-05-29 Browning Paul T. Hair relaxer
US6723308B2 (en) 2001-11-02 2004-04-20 Kenra, Llc Hair clarifying treatment
US20060165633A1 (en) * 1997-10-10 2006-07-27 L'oreal Process for the parmanent reshaping of keratin substances without intermediate rinsing
US20060249170A1 (en) * 2005-03-23 2006-11-09 Thomas Kripp Cosmetic agents and methods of mirrorizing keratin fibres
ITMC20100026A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di sostanze antimicrobiche per rendere liscio il capello riccio, crespo od ondulato.
ITMC20100029A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di sostanze emollienti per rendere liscio il capello riccio, crespo od ondulato.
ITMC20100028A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di sostanze tamponanti per rendere liscio il capello riccio, crespo od ondulato.
ITMC20100030A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di glucidi per rendere liscio il capello riccio, crespo od ondulato.
ITMC20100027A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di sostanze abbronzanti per rendere liscio il capello riccio, crespo od ondulato.
WO2010049434A3 (en) * 2008-10-29 2011-09-22 L'oreal Process for relaxing or straightening hair, using weak mono - di - or tricarboxylic acids with heat
US20110318293A1 (en) * 2009-03-11 2011-12-29 Astrid Kleen Hair Preparation Comprising Royal Jelly
WO2011039138A3 (de) * 2009-09-30 2012-09-07 Henkel Ag & Co. Kgaa Wärmeunterstützte reduktive entfärbung keratinhaltiger fasern
JP2013531046A (ja) * 2010-07-20 2013-08-01 花王株式会社 カーリーヘア、癖毛又は縮れ毛の半永久矯正方法
CN106999382A (zh) * 2014-12-05 2017-08-01 花王株式会社 毛发变形处理剂

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1138341A (en) * 1980-01-23 1982-12-28 Leszek J. Wolfram Waving composition from a reducing agent and cationic polymer
DE3243959A1 (de) * 1982-02-06 1983-08-18 Merck Patent Gmbh, 6100 Darmstadt Geruchsstabilisierung von thioglykolat-loesungen
US5332570A (en) * 1992-10-19 1994-07-26 Dowbrands Inc. Reducing solution for permanent wave
DE19852611C1 (de) * 1998-11-14 2000-09-07 Wella Ag Verwendung von Dehydroascorbinsäure in Fixiermitteln sowie Mittel und Verfahren zur dauerhaften Haarverformung
US8603448B2 (en) 2006-06-05 2013-12-10 L'oreal Use of a non-hydroxide base with heat for relaxing or straightening hair
BRPI0906246A8 (pt) 2008-03-19 2018-10-16 Oreal processo para alisamento ou relaxamento dos cabelos e composição para tratar os cabelos
FR2950247B1 (fr) * 2009-09-23 2012-02-17 Horizzon Innovations Technologies Utilisation de l'acide ascorbique pour deformer des fibres keratiniques
FR2986795B1 (fr) * 2012-02-09 2015-08-21 Oreal Composition cosmetique comprenant un compose multifonctionnel, compose et procede de traitement cosmetique
DE202013011967U1 (de) 2012-11-05 2015-02-09 Kao Corporation Zusammensetzungen zum Färben und Glätten von Haaren
EP2914237B1 (en) 2012-11-05 2017-11-01 Kao Corporation Process for straightening and bleaching hair
WO2014131470A1 (en) 2013-02-28 2014-09-04 Kao Corporation Composition and process for semi-permanent straightening of hair
US10117817B2 (en) 2013-02-28 2018-11-06 Kao Corporation Composition and process for semi-permanent straightening of the hair
SG11201509247SA (en) 2013-05-10 2015-12-30 Kao Corp Process for one-step colouring and straightening hair
CN105555253B (zh) 2013-09-16 2020-03-31 花王株式会社 用于处理头发的方法
EP3046631B1 (en) 2013-09-16 2017-06-07 Kao Corporation Hair treatment process
AU2013400429A1 (en) 2013-09-16 2016-03-03 Kao Corporation Process for semi-permanent hair straightening and aftercare of the hair
WO2017041903A1 (en) * 2015-09-08 2017-03-16 Kao Germany Gmbh Process for semipermanent straightening and permanent shaping hair
WO2017041904A1 (en) * 2015-09-08 2017-03-16 Kao Germany Gmbh Process for semipermanent straightening and dyeing hair
FR3144917B1 (fr) * 2023-01-16 2025-10-31 Oreal Composition pour lissage amélioré des fibres kératineuses

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2350178A (en) * 1941-03-13 1944-05-30 Martin Lab Inc Hair waving
US2442461A (en) * 1944-03-09 1948-06-01 Hoffmann La Roche Stable solutions of calcium ascorbate
US2708940A (en) * 1949-06-22 1955-05-24 Gillette Co Composition and method of cold waving
US3337411A (en) * 1961-10-26 1967-08-22 Interpal S A Oxidation dyestuffs with ascorbic acid or salts thereof for dyeing living human hair

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2350178A (en) * 1941-03-13 1944-05-30 Martin Lab Inc Hair waving
US2442461A (en) * 1944-03-09 1948-06-01 Hoffmann La Roche Stable solutions of calcium ascorbate
US2708940A (en) * 1949-06-22 1955-05-24 Gillette Co Composition and method of cold waving
US3337411A (en) * 1961-10-26 1967-08-22 Interpal S A Oxidation dyestuffs with ascorbic acid or salts thereof for dyeing living human hair

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4301820A (en) * 1980-02-04 1981-11-24 Redken Laboratories, Inc. Permanent waving compositions containing fatty acid lactylates and glycolates and their method of use
US4982750A (en) * 1988-06-01 1991-01-08 Miriam Collins-Palm Beach Laboratories, Co. Method of recurling tightly curled hair
US4982749A (en) * 1988-06-01 1991-01-08 Miriam Collins-Palm Beach Laboratories Co. Method of recurling tightly curled hair
US5254336A (en) * 1992-09-24 1993-10-19 Helene Curtis, Inc. Method of increasing hair shine and repairing alkaline-damaged hair
WO1998009606A1 (de) * 1996-09-02 1998-03-12 Henkel Kommanditgesellschaft Auf Aktien Verfahren und mittel zur dauerhaften verformung von keratinfasern
US6146619A (en) * 1996-09-02 2000-11-14 Henkel Kommanditgesellschaft Auf Aktien Process and agents for permanently shaping keratin fibres
WO1999008650A3 (en) * 1997-08-20 1999-05-14 Oreal Use of ascorbic acid in permanent waving and hair coloring compositions
US6428580B2 (en) 1997-08-20 2002-08-06 L'oreal Use of ascorbic acid in permanent waving and hair coloring compositions
US20060165633A1 (en) * 1997-10-10 2006-07-27 L'oreal Process for the parmanent reshaping of keratin substances without intermediate rinsing
US7226585B2 (en) 2001-11-02 2007-06-05 Kenra, Llc Method and system for treating hair
US6805136B2 (en) 2001-11-02 2004-10-19 Kenra, Llc Hair relaxer
US6723308B2 (en) 2001-11-02 2004-04-20 Kenra, Llc Hair clarifying treatment
US20030098034A1 (en) * 2001-11-02 2003-05-29 Browning Paul T. Hair relaxer
US20040126348A1 (en) * 2001-11-02 2004-07-01 Kenra Llc. Method and system for treating hair
US20060249170A1 (en) * 2005-03-23 2006-11-09 Thomas Kripp Cosmetic agents and methods of mirrorizing keratin fibres
WO2010049434A3 (en) * 2008-10-29 2011-09-22 L'oreal Process for relaxing or straightening hair, using weak mono - di - or tricarboxylic acids with heat
CN105726347A (zh) * 2008-10-29 2016-07-06 欧莱雅 使用弱二元羧酸用热松弛或矫直毛发的方法
US20110318293A1 (en) * 2009-03-11 2011-12-29 Astrid Kleen Hair Preparation Comprising Royal Jelly
WO2011039138A3 (de) * 2009-09-30 2012-09-07 Henkel Ag & Co. Kgaa Wärmeunterstützte reduktive entfärbung keratinhaltiger fasern
ITMC20100026A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di sostanze antimicrobiche per rendere liscio il capello riccio, crespo od ondulato.
ITMC20100027A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di sostanze abbronzanti per rendere liscio il capello riccio, crespo od ondulato.
ITMC20100030A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di glucidi per rendere liscio il capello riccio, crespo od ondulato.
ITMC20100028A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di sostanze tamponanti per rendere liscio il capello riccio, crespo od ondulato.
ITMC20100029A1 (it) * 2010-02-24 2011-08-25 Alderan S A S Di Alderano Mannozzi & C Uso di sostanze emollienti per rendere liscio il capello riccio, crespo od ondulato.
US9844500B2 (en) 2010-02-24 2017-12-19 Kao Corporation Process for semi-permanent straightening of curly, frizzy or wavy hair
JP2013531046A (ja) * 2010-07-20 2013-08-01 花王株式会社 カーリーヘア、癖毛又は縮れ毛の半永久矯正方法
US10952516B2 (en) 2010-07-20 2021-03-23 Kao Corporation Process for semipermanent straightening of curly, frizzy or wavy hair
CN106999382A (zh) * 2014-12-05 2017-08-01 花王株式会社 毛发变形处理剂
EP3228302A4 (en) * 2014-12-05 2018-05-23 Kao Corporation Hair deformation treatment agent
RU2705372C2 (ru) * 2014-12-05 2019-11-07 Као Корпорейшн Средство для деформирующей обработки волос
CN106999382B (zh) * 2014-12-05 2020-07-10 花王株式会社 毛发变形处理剂

Also Published As

Publication number Publication date
GB1416565A (en) 1975-12-03
GB1416564A (en) 1975-12-03
FR2176697B3 (en:Method) 1976-02-20
NL7303852A (en:Method) 1973-09-25
FR2176697A1 (en:Method) 1973-11-02
DE2213671A1 (de) 1973-10-04

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